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Best Airbnb Wailea, Hawaii Rentals


30 Dreamy Airbnb Wailea, Hawaii Rentals


Incredible Recommendations for Every Style & Budget


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Selection Criteria

WHERE TO STAY Wailea, Hawaii

We searched every Wailea, Hawaii neighborhood for the best Airbnb rentals in Wailea, Hawaii…so you wouldn’t have to! In this comprehensive Wailea, Hawaii vacation rentals guide, we only recommend the best Wailea, Hawaii Airbnb deals.

The properties we show here were selected based on a combination of the following factors: the number of Airbnb reviews of the property itself, the quality of the host, the location, and its relative comparison to other Wailea, Hawaii Airbnb rentals.


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Search the Best Airbnb Wailea, Hawaii Options


We have found 30 DREAMY Wailea, Hawaii Airbnb options for you. Organized in order of price, we're confident we've found a magical option for your next trip.

TABLE OF CONTENTS

Wow! We found the Best Airbnb Wailea, Hawaii Rentals. Save time searching!

Image of Airbnb rental in Wailea, Hawaii

Images: Airbnb

Why We Love It

This home that has glorious views and luxury amenities can be your home away from home. Stay away from stress and indulge in this grandeur. Enjoy the modern living room, gourmet kitchen and dining room.

Rooms

  • Bedrooms: 3
  • Beds: 3
  • Bathrooms: 3
Noteworthy Amenities

  • Free Wi-Fi
  • Parking included
  • Washer / Dryer

Luxury Airbnb Rentals Near Wailea, Hawaii

Let your heart be captured and your eyes be dazzled in this one of a kind find that will serve as your escape from the hustle and bustle of life. Enjoy the 180 degree view of the beach in the lanai and have fun swimming in the beautiful beach and snorkle in the vast sea.

  • Accommodates 8 guests
  • Beds: 5

Image of Airbnb rental in Wailea, Hawaii

Images: Airbnb

Have a break from the busy work schedules and enjoy the beauty of life in this one of a kind home that will surely take your stress away. Enjoy a pool, kitchen, WiFi, living area , cable TV, hot tub and more!

  • Accommodates 4 guests
  • Beds: 2

Image of Airbnb rental in Wailea, Hawaii

Images: Airbnb

Have fun with your partner and spend valuable time together as you stay in this home made for the perfectly planned vacation. Boasting amenities like a full digital cable and a WiFi, hot tub, full kitchen, washer and dryer and more.

  • Accommodates 2 guests
  • Beds: 1

Image of Airbnb rental in Wailea, Hawaii

Images: Airbnb

Prepare your heart for this one of a kind home that is ideal for the vacation that you always wanted to get away from stress and just enjoy life as much as possible. Enjoy close proximity to restaurants and spas of neighboring island like the Fairmont Kea Lani, Four Seasons and Grand Wailea.

  • Accommodates 6 guests
  • Beds: 1

Image of Airbnb rental in Wailea, Hawaii

Images: Airbnb

Spend valuable time with your family and take a step back from the hustle and bustle of life. Let the amenities of this gem accomodate your vacation needs. This includes a Kitchen, Free parking on premises, Wifi, Dryer, Pool, Hair dryer, Washer, TV, Hangers, Iron and more.

  • Accommodates 4 guests
  • Beds: 3

Image of Airbnb rental in Wailea, Hawaii

Images: Airbnb

Live in this modern stylistic home and get away from stress even for awhile. Make yourself comfortable by the amenities that this palce will offer. This includes a Kitchen, Free parking on premises, Wifi, Heating, Air conditioning, Cable TV, Dryer – In unit, Hair dryer, Washer – In unit and more.

  • Accommodates 5 guests
  • Beds: 3

Image of Airbnb rental in Wailea, Hawaii

Images: Airbnb

This grand home for the family offers a spacious yet gives off a cozy feeling that can accomodate your stay and let you enjoy your vacation. Spend quality time with your family and enjoy the amenities that this place has to offer.

  • Accommodates 6 guests
  • Beds: 4

Image of Airbnb rental in Wailea, Hawaii

Images: Airbnb

Stay in this luxury and enjoy the blessings of life with your family. Spend quality time together with the amenities that this palce has to offer. Enjoy the king size beds, a spacious living room, Full kitchen includes refrigerator, range with oven, dishwasher, microwave, coffee maker and more.

  • Accommodates 3 guests
  • Beds: 2

Image of Airbnb rental in Wailea, Hawaii

Images: Airbnb

Comfort Airbnb Rentals Near Wailea, Hawaii

Let this guesthouse take your breath away and just be in tranquility and peace with your lover. Set up the perfect date in this gem that offers luxurious amenities. This place is also located near cafe's, shopping, restaurants and many of the idyllic maui beaches.

  • Accommodates 5 guests
  • Beds: 3

Image of Airbnb rental in Wailea, Hawaii

Images: Airbnb

Have a spectacular vacation and a one to remember in this one of kind gem that can accomodate your vacation needs. This place will offer you amenities such as Elevator, Kitchen, Free parking on premises, Wif, Gym, Air conditioning, Cable TV, Dryer, Pool and more.

  • Accommodates 6 guests
  • Beds: 2

Image of Airbnb rental in Wailea, Hawaii

Images: Airbnb

Let your breath be taken away by this lovely and charming home with a glorious view of the ocean while enjoying your vacation away from stress. having amenities like a Kitchen, Free parking on premises, Wifi, Air conditioning, Hot tub, Cable TV, Dryer, Pool, Hair dryer, Washer and more

  • Accommodates 6 guests
  • Beds: 3

Image of Airbnb rental in Wailea, Hawaii

Images: Airbnb

Turn off the conenction from the world for a moment and just enjoy the isolation of your mind to find peace and tranquility in this gem. This place will offer you a Kitchen, Free parking on premises, Wifi, Air conditioning, Hot tub, Dryer, Pool, Hair dryer, Washer and TV.

  • Accommodates 4 guests
  • Beds: 2

Image of Airbnb rental in Wailea, Hawaii

Images: Airbnb

Make this alluring cabin your home while on a vacation to stay away from stress and the busy schedules from work. Enjoy amenities such as a fully equipped kitchen, luxury king sized bed, a queen-sized sleeper sofa, WIFI Internet, 3 Large Flat Screen TV's and more.

  • Accommodates 6 guests
  • Beds: 3

Image of Airbnb rental in Wailea, Hawaii

Images: Airbnb

If you are looking for a place that offers both comfort and style then you have come to the right page. This spot offers luxurious amenities with exquisite interior yet spacious. Has amenities that includes a Kitchen, Free parking on premises, Wifi, Air conditioning, Hot tub, Dryer, Pool, Hair dryer, Washer, and TV.

  • Accommodates 6 guests
  • Beds: 3

Image of Airbnb rental in Wailea, Hawaii

Images: Airbnb

This home by the ocean is a stress reliver and one you and your family will surely love. Have a break from work and enjoy snorkeling spot out front, then fire up a barbecue in the rooftop garden and gaze upon the beautiful 360-degree views.

  • Accommodates 4 guests
  • Beds: 1

Image of Airbnb rental in Wailea, Hawaii

Images: Airbnb

Be prepared to be amazed in this home that has all you need for the perfect trip. Spend valuable time with your family and relax from stress in this gem that can provide for your vacation needs. Located just near the beach, shopping, park, public transportation and more.

  • Accommodates 6 guests
  • Beds: 5

Image of Airbnb rental in Wailea, Hawaii

Images: Airbnb

Live the beach vacation dream with your lover in this charming home that can accomodate all your needs for the trip. Having amenities that includes a fully stocked gourmet kitchen with high end appliances, 2 HDTVs and 2 DVD players as well as a Bose soundbar for streaming music, a Weber grill on one of the 2 lanais and more.

  • Accommodates 2 guests
  • Beds: 1

Image of Airbnb rental in Wailea, Hawaii

Images: Airbnb

Have the perfect vacation date and spend valuable time with your partner. Take a step back from stress and enjoy the amenities that this place boasts. It will offer you a Kitchen, Free parking on premises, Wifi, Air conditioning, Hot tub, Dryer, Pool, Hair dryer, Washer and TV.

  • Accommodates 2 guests
  • Beds: 1

Image of Airbnb rental in Wailea, Hawaii

Images: Airbnb

Budget Airbnb Rentals Near Wailea, Hawaii

Peer over the glorious view from your house and take a step back from the work loads and stress. Unwind and relax in this one of a kind home that offers amenities like you have never seen before. Sleep hearing the sound of waves and wake up to the breeze of the ocean air.

  • Accommodates 4 guests
  • Beds: 2

Image of Airbnb rental in Wailea, Hawaii

Images: Airbnb

If you are looking for an affordable place to stay by the beach that accomodates 4 and has all the amenities that you need then this place is perfect for you. Boasting facilities like a living space with air conditiong a fully equipped kitchen, a BBQ grill and more.

  • Accommodates 4 guests
  • Beds: 1

Image of Airbnb rental in Wailea, Hawaii

Images: Airbnb

Experience the comfort of being in a luxurious home by the beach in this gorgeous condo that can accomodate your vacation needs. Boasting amenities such as king size beds, living room with TV, and a fully equipped kitchen. Make this the getaway that you will never forget.

  • Accommodates 4 guests
  • Beds: 3

Image of Airbnb rental in Wailea, Hawaii

Images: Airbnb

Be in a romantic trip with your partner in this lovely home near the beach and spend valuable time that you will not forget. Enjoy the amenities that this place will offer. Such as a Kitchen, Free parking on premises, Wifi, Air conditioning, Hot tub, Cable TV, Dryer, Pool, Hair dryer, Washer and more.

  • Accommodates 3 guests
  • Beds: 2

Image of Airbnb rental in Wailea, Hawaii

Images: Airbnb

Enjoy the calm and quiet ambiance if this place just along the beach and get away from stress even for a moment. This place has all the amenities you need and is close to beaches, delicious restaurants, lively bars, super shopping, mesmerizing surfing, and fun in paradise.

  • Accommodates 3 guests
  • Beds: 2

Image of Airbnb rental in Wailea, Hawaii

Images: Airbnb

Spend valuable time with your partner and enjoy life together in this one of a kind angelic home that can offer you all you need for your vacation. Enjoy amenities like a pool and BBQ area, wide tiled lanai, open floor plan kitchen, king-size bed with side tables and a comfy chair in the bedroom and more.

  • Accommodates 3 guests
  • Beds: 2

Image of Airbnb rental in Wailea, Hawaii

Images: Airbnb

Have a vacation you will never forget and enjoy quality time together as you reminisce and make new memories that you will share forever. This home is the perfect vacation date you can give your partner. Enjoy amenities such as a spacious living room and cozy wood style flooring in the bedroom, a fully equipped kitchen and bath areas, and more.

  • Accommodates 3 guests
  • Beds: 2

Image of Airbnb rental in Wailea, Hawaii

Images: Airbnb

Make your trip one to remmeber and enjoy valuable time with your family in this one of a kind home that can accomodate your vacation needs. Enjoy amenities in this luxury and close proximity to Charley Young Beach and Cove Park Beach, Kihei's premiere spot for surfers and paddleboarders.

  • Accommodates 4 guests
  • Beds: 2

Image of Airbnb rental in Wailea, Hawaii

Images: Airbnb

This is a place where you and your partner would truly enjoy and give light again to the love that you have. Make this vacation one to remember and enjoy amenities such as a full kitchen, King size bed, smart TV, sofabed, and free wi-fi internet, AC units both in the living room and in the bedroom.

  • Accommodates 3 guests
  • Beds: 2

Image of Airbnb rental in Wailea, Hawaii

Images: Airbnb

Escape from stress with your family and enjoy life of convenience but with luxury in this home that offers both. With its close proximity to cenic beaches, delicious restaurants, lively bars, super shopping, mesmerizing surfing, and fun in paradise. This place is surely not one to miss.

  • Accommodates 2 guests
  • Beds: 2

Image of Airbnb rental in Wailea, Hawaii

Images: Airbnb

This home where you can relax is one that you should consider when you decide to bond with your partner in a getaway. Enjoy amenities such as a full kitchen, one bedroom with King size bed and private bathroom, free wi-fi internet.

  • Accommodates 3 guests
  • Beds: 2

Image of Airbnb rental in Wailea, Hawaii

Images: Airbnb

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